Encouraged by Jared to strike up a friendship with Dana, a like-minded CEO, Richard instead finds himself charmed by Dana's COO, who challenges his loyalty to Gilfoyle. Facing limited housing options thanks to his impulse purchase, Dinesh searches for a new roommate.

Overshadowed by Jared in an on-camera interview, Richard's confidence wavers further when Laurie and Monica force him to work with Eklow, a new artificial-intelligence company. Gilfoyle worries about the prospect of introducing AI into Pied Piper. Dinesh makes Jared self-conscious ahead of a second interview. Gavin questions his future beyond Hooli.